Transactions
| Date | Player | Pos | Transactions |
| 9/13 | Mitchell Marner | RW | Re-Signed Six-year contract |
| 9/12 | Darren Archibald | RW | Invited to Training Camp |
| 9/12 | Matthew Bradley | C | Invited to Training Camp |
| 9/12 | Justin Brazeau | LW | Invited to Training Camp |
| 9/12 | Rich Clune | LW | Invited to Training Camp |
| 9/12 | Colt Conrad | C | Invited to Training Camp |
| 9/12 | Hudson Elynuik | C | Invited to Training Camp |
| 9/12 | Giorgio Estephan | C | Invited to Training Camp |
| 9/12 | Brady Ferguson | C | Invited to Training Camp |
| 9/12 | Tanner MacMaster | LW | Invited to Training Camp |
| 9/12 | Zach O'Brien | RW | Invited to Training Camp |
| 9/12 | Scott Pooley | RW | Invited to Training Camp |
| 9/12 | Marcus Power | C | Invited to Training Camp |
| 9/12 | Alex Gudbranson | D | Invited to Training Camp |
| 9/12 | Ryan Johnston | D | Invited to Training Camp |
| 9/12 | Michael Kapla | D | Invited to Training Camp |
| 9/12 | Marc-Antoine Pepin | D | Invited to Training Camp |
| 9/12 | Kristians Rubins | D | Invited to Training Camp |
| 9/12 | Sergei Sapego | D | Invited to Training Camp |
| 9/12 | Brandon Halverson | G | Invited to Training Camp |
| 9/12 | Maksim Zhukov | G | Invited to Training Camp |
| 9/9 | Jordan Subban | D | Signed with European team Dornbirner EC-Austria |
| 8/27 | Hudson Elynuik | C | Signed as Free Agent Minors contract - Toronto-AHL |
| 8/27 | Ryan Moore | LW | Signed as Free Agent Minors contract - Toronto-AHL |
| 8/15 | Nicholas Baptiste | RW | Signed as Free Agent Minors contract - Toronto-AHL |
| 8/2 | Matt Read | RW | Invited to Training Camp |
| 7/25 | Jordan Schmaltz | D | Traded for Andreas Borgman |
| 7/24 | Pontus Aberg | RW | Signed as Free Agent One-year contract |
| 7/24 | Tyler Gaudet | C | Signed as Free Agent One-year contract |
| 7/24 | Garrett Wilson | RW | Signed as Free Agent One-year contract |
| 7/24 | Kalle Kossila | C | Signed as Free Agent Two-year contract |
| 7/23 | David Clarkson | RW | Traded w/ '20 4th-rd pick for Garret Sparks |
| 7/22 | Michal Neuvirth | G | Invited to Training Camp |
| 7/18 | Michael Kapla | D | Signed as Free Agent Minors contract - Toronto-AHL |
| 7/18 | Ryan Johnston | D | Signed as Free Agent Minors contract - Toronto-AHL |
| 7/9 | Giorgio Estephan | C | Signed as Free Agent Minors contract - Toronto-AHL |
| 7/9 | Alex Gudbranson | D | Signed as Free Agent Minors contract - Toronto-AHL |
| 7/8 | Darren Archibald | RW | Signed as Free Agent Minors contract - Toronto-AHL |
| 7/5 | Colin Greening | C | Retired |
| 7/4 | Alexander Kerfoot | RW | Re-Signed Four-year contract |
| 7/4 | Maksim Zhukov | G | Signed as Free Agent Minors contract - Toronto-AHL |
| 7/4 | Marcus Power | C | Signed as Free Agent Minors contract - Toronto-AHL |
| 7/3 | Kristians Rubins | D | Signed as Free Agent Minors contract - Toronto-AHL |
| 7/3 | Matthew Bradley | C | Signed as Free Agent Minors contract - Toronto-AHL |
| 7/3 | Brady Ferguson | C | Signed as Free Agent Minors contract - Toronto-AHL |
| 7/3 | Zach O'Brien | RW | Signed as Free Agent Minors contract - Toronto-AHL |
| 7/3 | Scott Pooley | RW | Signed as Free Agent Minors contract - Toronto-AHL |
| 7/2 | Michael Hutchinson | G | Contract extended One-year contract extension |
| 7/2 | Martin Marincin | D | Contract extended One-year contract extension |
| 7/1 | Martin Marincin | D | Became Unrestricted Free Agent |
| 7/1 | Vincent LoVerde | D | Became Unrestricted Free Agent |
| 7/1 | Michael Hutchinson | G | Became Unrestricted Free Agent |
| 7/1 | Josh Jooris | RW | Became Unrestricted Free Agent |
| 7/1 | Ron Hainsey | D | Became Unrestricted Free Agent |
| 7/1 | Jake Gardiner | D | Became Unrestricted Free Agent |
| 7/1 | Tyler Ennis | LW | Became Unrestricted Free Agent |
| 7/1 | Steve Oleksy | D | Became Unrestricted Free Agent |
| 7/1 | Chris Mueller | C | Became Unrestricted Free Agent |
| 7/1 | Jordan Subban | D | Became Unrestricted Free Agent Not tendered a qualifying offer |
| 7/1 | Igor Ozhiganov | D | Became Unrestricted Free Agent Not tendered a qualifying offer |
| 7/1 | Eamon McAdam | G | Became Unrestricted Free Agent Not tendered a qualifying offer |
| 7/1 | Nicholas Baptiste | RW | Became Unrestricted Free Agent Not tendered a qualifying offer |
| 7/1 | Gabe Gagne | RW | Became Unrestricted Free Agent Not tendered a qualifying offer |
| 7/1 | Cody Ceci | D | Re-Signed One-year contract |
| 7/1 | Nick Shore | C | Signed as Free Agent One-year contract |
| 7/1 | Kevin Gravel | D | Signed as Free Agent One-year contract |
| 7/1 | Kenny Agostino | LW | Signed as Free Agent Two-year contract |
| 7/1 | Jason Spezza | C | Signed as Free Agent One-year contract |
| 7/1 | Tyson Barrie | D | Traded w/ Kerfoot, pick for Kadri, Rosen, pick |
| 7/1 | Cody Ceci | D | Traded Six-player deal |
| 7/1 | Ben Harpur | D | Traded Six-player deal |
| 7/1 | Alexander Kerfoot | RW | Traded w/ Barrie, pick for Kadri, Rosen, pick |
| 7/1 | Aaron Luchuk | C | Traded Six-player deal |
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